5-bromo-1-methylpyrimidin-2(1H)-one → 5-(4-Amino-3,5-dimethylphenyl)-1-methylpyrimidin-2(1H)-one
Reaction equation
Br[C:2]1[CH:3]=[N:4][C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1.[CH3:10][C:11]1[CH:17]=[C:16](B2OC(C)(C)C(C)(C)O2)[CH:15]=[C:14]([CH3:27])[C:12]=1[NH2:13]>>[NH2:13][C:12]1[C:14]([CH3:27])=[CH:15][C:16]([C:2]2[CH:3]=[N:4][C:5](=[O:9])[N:6]([CH3:8])[CH:7]=2)=[CH:17][C:11]=1[CH3:10]Participants
3
Conditions
- Temperature
- 70 °C
Procedure
The title compound is prepared from 5-bromo-1-methylpyrimidin-2(1H)-one and 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline following a procedure analogous to that described in Step 2 of Intermediate 62. The mixture is stirred for 12 hours at 70° C. LC (method 9): tR=0.63 min; Mass spectrum (ESI+): m/z=230 [M+H]+.
Sources & evidence
- ORD record
- ord-5b1558064d4a47ddb78958afd6840ad9
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08642585B2
Reaction notes
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